A new method for the synthesis of fluoro-carbohydrates and glycosides using selectfluor
A new method for the synthesis of fluoro-carbohydrates and glycosides using selectfluor
复制标题
DOI：
10.1021/ja9723904
复制
发表时间：
1997-12-10
影响因子：
15
通讯作者：
Wong, CH
中科院分区：
文献类型：
--
作者：
Burkart, MD;Zhang, ZY;Wong, CH
本文描述了在亲核剂存在下，用亲电氟化试剂1-chloromethyl-4-fluoro-1，4-diazoniabicyclol[2.2.2]octane双(四氟硼酸)(选择氟)从糖类中高产率地一步合成2-脱氧-2-氟糖及其糖苷。该方法进一步扩展到从异构羟基或硫代糖苷衍生物合成糖基氟化物和糖苷。
This paper describes a high-yield, one-step synthesis of 2-deoxy-2-fluoro sugars and their glycosides from glycals using the available electrophilic fluorination reagent 1-chloromethyl-4-fluoro-1,4-diazoniabicyclol[2.2.2]octane bis(tetrafluoroborate) (Selectfluor) in the presence of a nucleophile. The method was further expanded to the synthesis of glycosyl fluorides and glycosides from anomeric hydroxy or thioglycoside derivatives.